Basic Info

Common NameCymoxanil(F05050)
2D Structure
Description

Cyomaxinil is a fungicide which was first introduced in 1977. It is an acetimide compound used as both a curative and preventative foliar fungicide. In Europe it is being sold for use on grapes, potatoes, tomatoes, hops, sugarbeets and other vegetable crops. Cymoxanil is currently not registered in the U.S. Cymoxanil's mode of action is as a local systemic. It penetrates rapidly and when inside the plant, it cannot be washed off by rain. It controls diseases during the incubation period and prevents the appearance of damage on the crop. The fungicide is primarily active on fungi belonging to the Peronosporales order: Phytophthora, Plasmopara, and Peronospora. Cymoxanil has low acute and chronic toxicity

FRCD IDF05050
CAS Number57966-95-7
PubChem CID5364079
FormulaC7H10N4O3
IUPAC Name

(1E)-2-(ethylcarbamoylamino)-N-methoxy-2-oxoethanimidoyl cyanide

InChI Key

XERJKGMBORTKEO-VZUCSPMQSA-N

InChI

InChI=1S/C7H10N4O3/c1-3-9-7(13)10-6(12)5(4-8)11-14-2/h3H2,1-2H3,(H2,9,10,12,13)/b11-5+

Canonical SMILES

CCNC(=O)NC(=O)C(=NOC)C#N

Isomeric SMILES

CCNC(=O)NC(=O)/C(=N/OC)/C#N

Synonyms
        
            1-(2-Cyano-2-methoxyiminoacetyl)-3-ethylurea
        
            DPX 3217M
        
            2-Cyano-N-(ethylcarbamoyl)-2-(methoxyimino)acetamide
        
            CYMOXANIL
        
            57966-95-7
        
            Curzate
        
            Dpx 3217
        
            UNII-QJO7SS7R8U
        
            Cymoxanil [ANSI:BSI:ISO]
        
            HSDB 6914
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic nitrogen compounds
ClassOrganonitrogen compounds
SubclassOximes
Intermediate Tree NodesNot available
Direct ParentOxime ethers
Alternative Parents
Molecular FrameworkAliphatic acyclic compounds
SubstituentsOxime ether - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Nitrile - Carbonitrile - Carboximidic acid derivative - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Aliphatic acyclic compound
DescriptionThis compound belongs to the class of organic compounds known as oxime ethers. These are compounds containing the oxime ether functional group, with the general structure R1(R2)C=NOR3 ( R3 not H).

Properties

Property NameProperty Value
Molecular Weight198.182
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count3
Complexity301
Monoisotopic Mass198.075
Exact Mass198.075
XLogP0.7
Formal Charge0
Heavy Atom Count14
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Juniper berry0820050European Union0.1*26/06/2018

References

TitleJournalDatePubmed ID
Residues behavior of some fungicides applied on two greenhouse tomato varietiesdifferent in shape and weight.J Environ Sci Health B201222424061
Suitability of two laboratory testing methods to evaluate the side effects of pesticides on Typhlodromus pyri Scheuten (Acari: Phytoseiidae).Pest Manag Sci2008 Feb18069656